[Journal logo]

Volume 64 
Part 9 
Page o1820  
September 2008  

Received 18 August 2008
Accepted 19 August 2008
Online 23 August 2008


[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.040
wR = 0.105
Data-to-parameter ratio = 16.1
Details

Phenyl quinoxalin-2-yl ether

Nor Duha Hassan,a Hairul Anuar Tajuddin,a Zanariah Abdullaha and Seik Weng Nga*

aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The aromatic ring systems in the title compound, C14H10N2O, form a dihedral angle of 63.8 (1)°, resulting in an opening up of the ether-O atom angle to 118.2 (1)°.

Related literature

The title compound exhibits fluorescence; see: Abdullah (2005[Abdullah, Z. (2005). Int. J. Chem. Sci. 3, 9-15.]); Kawai et al. (2001[Kawai, M., Lee, M. J., Evans, K. O. & Norlund, T. (2001). J. Fluoresc. 11, 23-32.]); Mohd Salleh et al. (2007[Mohd Salleh, N., Ling, L. P., Abdullah, Z. M. A. A. & Aiyub, Z. (2007). Malays. J. Anal. Sci. 11, 229-236.]). For the only previously reported structural example of a quinoxalinoxy compound, see: Csikós et al. (1999[Csikós, É., Ferenczy, G. G., Ángyán, J. G., Böcskei, Z., Simon, K., Gönczi, C., Hermecz, I. & Hermecz, I. (1999). Eur. J. Org. Chem. pp. 2119-2125.]).

[Scheme 1]

Experimental

Crystal data

  • C14H10N2O

  • Mr = 222.24

  • Monoclinic, C 2/c

  • a = 18.175 (2) Å

  • b = 6.6589 (8) Å

  • c = 19.488 (2) Å

  • [beta] = 112.937 (2)°

  • V = 2172.1 (5) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 100 (2) K

  • 0.30 × 0.20 × 0.05 mm
Data collection

  • Bruker SMART APEX diffractometer

  • Absorption correction: none

  • 6018 measured reflections

  • 2478 independent reflections

  • 1909 reflections with I > 2[sigma](I)

  • Rint = 0.026
Refinement

  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.104

  • S = 1.07

  • 2478 reflections

  • 154 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.27 e Å-3

  • [Delta][rho]min = -0.27 e Å-3

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2008[Westrip, S. P. (2008). publCIF. In preparation.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2297 ).

Acknowledgements

We thank the University of Malaya for supporting this study (grant No. F2358/2008 A).

References

Abdullah, Z. (2005). Int. J. Chem. Sci. 3, 9-15.  [ChemPort]
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Csikós, É., Ferenczy, G. G., Ángyán, J. G., Böcskei, Z., Simon, K., Gönczi, C., Hermecz, I. & Hermecz, I. (1999). Eur. J. Org. Chem. pp. 2119-2125.
Kawai, M., Lee, M. J., Evans, K. O. & Norlund, T. (2001). J. Fluoresc. 11, 23-32.  [CrossRef] [ChemPort]
Mohd Salleh, N., Ling, L. P., Abdullah, Z. M. A. A. & Aiyub, Z. (2007). Malays. J. Anal. Sci. 11, 229-236.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2008). publCIF. In preparation.

Acta Cryst (2008). E64, o1820  [ doi:10.1107/S1600536808026809 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.